| Identification | More | [Name]
Piretanide | [CAS]
55837-27-9 | [Synonyms]
4-phenoxy-3-pyrrolidin-1-yl-5-sulfamoyl-benzoic acid
PIRETANIDE
4-Phenoxy-3-(pyrrolidinyl)-5-sulfamoylbenzoic acid
ARELIX
4-Phenoxy-3-(1-pyrrolidinyl)-5-sulfamoylbenzoic acid
HOE 118
hoe-118
S 734118
S-73-4118 | [EINECS(EC#)]
259-852-9 | [Molecular Formula]
C17H18N2O5S | [MDL Number]
MFCD00867334 | [Molecular Weight]
362.4 | [MOL File]
55837-27-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
225-227° | [Boiling point ]
253°C (rough estimate) | [density ]
1.3049 (rough estimate) | [refractive index ]
1.6510 (estimate) | [storage temp. ]
2-8°C | [solubility ]
Very slightly soluble in water, sparingly soluble in anhydrous ethanol. It shows polymorphism (5.9). | [form ]
neat | [pka]
10.22±0.60(Predicted) | [color ]
Pale-yellow platelets from MeOH (aq) | [Major Application]
pharmaceutical (small molecule) | [InChI]
1S/C17H18N2O5S/c18-25(22,23)15-11-12(17(20)21)10-14(19-8-4-5-9-19)16(15)24-13-6-2-1-3-7-13/h1-3,6-7,10-11H,4-5,8-9H2,(H,20,21)(H2,18,22,23) | [InChIKey]
UJEWTUDSLQGTOA-UHFFFAOYSA-N | [SMILES]
[S](=O)(=O)(N)c1c(c(cc(c1)C(=O)O)N3CCCC3)Oc2ccccc2 | [CAS DataBase Reference]
55837-27-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [WGK Germany ]
WGK 3 | [Storage Class]
11 - Combustible Solids | [Toxicity]
LD50 in rats, mice (mg/kg): 5601, 3672 orally (Merkel) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Originator]
Arelix ,Hoechst, Italy ,1980 | [Uses]
High-ceiling loop diuretic; structurally related to Bumetanide (B689550). Diuretic. | [Definition]
ChEBI: Piretanide is an aromatic ether. | [Brand name]
Arlix (Hoechst-Roussel). | [Therapeutic Function]
Diuretic | [Safety Profile]
Poison by intravenous route. Moderately toxic by ingestion, intraperitoneal, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. Used as a diuretic agent. When heated to decomposition it emits very toxic fumes of SOx an |
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